HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → N-(6-Chloropyridin-2-yl)-2,2-dimethylpropanamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Pivaloyl chloride | HCID 62493 | — |
| Reactant | 2-Amino-6-chloropyridine | HCID 206246 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | N-(6-Chloropyridin-2-yl)-2,2-dimethylpropanamide | HCID 13154248 | 81% |
Reaction Steps
Pivaloyl chloride (18.7 mL, 151.6 mmol) was slowly added to an ice-cooled solution of 6-chloropyridin-2-amine (15 g, 116.7 mmol) and triethylamine (24.25 mL, 124.96 mmol) in DCM (180 mL). The mixture was stirred in an ice-bath for 15 min and then at rt for 6 h. The mixture was poured into water. The organic layer was washed with saturated aq NaHCO3, brine, dried over anhydrous Na2SO4, filtered and concentrated in vacuo to give N-(6-chloropyridin-2-yl)pivalamide (intermediate 5) (20.01 g, 81%) as a yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09156822B2 |
| Source dataset | uspto-grants-2015_10 |
| ORD ID | ord-7b5b8afc7ec04369881912613fb7c6f8 |
| Source note | uspto-grants-2015_10 |